We have been threatening to be matchmakers with a listener for years, but we finally think we found the right candidate to set up on dates. Loyal Brainiac, Sarah's iPad, is going to be the perfect gal to set up. She's smart, funny, pretty, and nice, and we need you all to help us find a match. We also talk to Harvard-trained clinical psychologist Dr. Sabrina Romanoff about dating in the digital era, the advantages and challenges of online dating, and how to find a good partner. Plus, we look at the data from the Hily Dating App T.R.U.T.H Report to learn what young people look for in a partner, how spirituality helps them make sense of rejection and compatibility, and why young daters are looking for authenticity over perfection in their dates.

00:00 - Recovering from Plant Casualties and Embracing Spring

08:20 - Setting Up Sarah's iPad with Dating Criteria

12:00 - Debating the Importance of Height in Dating

15:55 - The Art of Partners Taking Good Photos

19:23 - Why Men Love Candid Photos of Their Partners

22:58 - Passport Photos and the Craving for Realness

25:25 - Dr. Sabrina Romanoff on Hily Truth Report

28:17 - The Paradox of Choice and Dating Exhaustion

31:08 - Debunking the 'High Value' Dating Myth

33:19 - The Emptiness of Relationships Based on Optics

36:29 - Craving Authenticity in the Digital Age

38:49 - Using Astrology to Navigate Dating Rejection

42:44 - Understanding Rejection as Incompatibility, Not Failure

46:10 - Sarah's Journey to Self-Focus and Attraction

49:20 - Men vs. Women: Quantity vs. Quality in Dating

52:00 - The Impact of Inappropriate Compliments in Dating

57:39 - Teaching Others How You Want to Be Treated

01:00:19 - Why Women Are Obsessed with Tall Men

01:05:50 - Infatuation vs. Finding the Right Partner

01:09:09 - The Shift to Online Dating and Al's Role

01:12:30 - Sarah's Journey to Authentic Dating Profiles

01:16:20 - Concluding Thoughts and Guest Information

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1005: Matchmaking, Love, & Dating in the Digital Age